滇谷木抗肿瘤活性成分的研究
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摘要
滇谷木(Memecylon polyanthum H. L. Li)系野牡丹科(Melastomataceae)谷木属植物,为大灌木或小乔木,主产于我国云南省西双版纳的小勐养至勐腊地区。该植物在我国民间用于治疗癌症,在我们的实验中也发现有抗肿瘤活性,但其生物活性及化学成分至今未见报道。因此,本文对其抗肿瘤活性成分进行了研究。
预实验结果表明:含水乙醇适合用作提取溶剂,且含水醇提取物的乙酸乙酯萃取物为活性部位。据此,大量植物材料(4.5 kg)用85%乙醇室温浸提,减压回收乙醇至无醇味,依次用等量氯仿和乙酸乙酯萃取,得到乙酸乙酯萃取物。
取乙酸乙酯萃取物84 g,利用聚酰胺、硅胶、Sephadex LH-20等柱色谱和制备硅胶薄层色谱进行分离,从中得到了化合物1~7。化合物的结构用波谱学方法(ESI-MS、HR-ESI-MS、UV、IR、1H-NMR、13C-NMR、DEPT、NOE差谱、1H-1H COSY、HMQC、HMBC)进行研究,结果阐明如Fig. 1所示。利用SRB法结合显微镜下检测细胞形态的方法,测试评价了1~7对人白血病细胞K562细胞的抗肿瘤活性,结果表明7个化合物均具有不同程度的抗肿瘤活性。
化合物1~7均为首次从滇谷木以及谷木属植物中分到。其中1为结构新颖的新化合物,该类骨架结构在天然产物中极为少见,同类骨架结构的天然产物迄今已报道的仅有一个。化合物3~5为A环上只有7-OH取代的黄酮类化合物,迄今从野牡丹科植物中尚未发现该类化合物,因此该取代类型的黄酮类化合物为本科植物中首次发现。另外,2~5的抗肿瘤活性也为本论文首次测试发现。
本文上述研究结果为进一步阐明滇谷木的活性成分、进而阐释其抗肿瘤的物质基础提供了一定的实验依据。
Memecylon polyanthum H. L. Li, belonging to the family Melastomataceae, grows mainly in Xishuangbanna area of Yunnan province, China. It has been used as a folk medicine to cure certain cancers by local people of China, but no research report had so far been seen on its chemical constituents and biologiacal activities. In our screening test, crude extract of M. polyanthum showed also antictumor activeity on mammalian cancer cells. Thus, a study on the antitumor constituents of M. polyanthum was undertaken in the present dissertation.
Pulverized dry-stems (4.5 kg) of M. polyanthum were extracted with 85% aqueous alcohol at room temperature. The aqueous alcohol solution obtained was evaporated under reduced pressure to remove alcohol and the remained water suspension (5 L) was extracted successively with the same volume of CHCl3 and EtOAc to obtain EtOAc extract (84.4 g).
The EtOAc extract (84 g) was separated by repeated column chromatography over polyamide, silica gel, Sephadex LH-20 and by preparative thin-layer chromatography on silica gel to obtain compounds 1-7. Structures of the compounds obtained were investigated by modern spectroscopy (ESI-MS, HR-ESI-MS, UV, IR, 1H-NMR, 13C-NMR, DEPT, difference NOE experiment, 1H-1H COSY, HMQC, HMBC and NOESY) to elucidate their structures as given in Fig. 1. The antitumor activity for 1-7 was assayed by the SRB method using human cancer K562 cells. All the compounds tested showed to a different extent the antiproliferative effect against K562 cells.
预实验结果表明:含水乙醇适合用作提取溶剂,且含水醇提取物的乙酸乙酯萃取物为活性部位。据此,大量植物材料(4.5 kg)用85%乙醇室温浸提,减压回收乙醇至无醇味,依次用等量氯仿和乙酸乙酯萃取,得到乙酸乙酯萃取物。
取乙酸乙酯萃取物84 g,利用聚酰胺、硅胶、Sephadex LH-20等柱色谱和制备硅胶薄层色谱进行分离,从中得到了化合物1~7。化合物的结构用波谱学方法(ESI-MS、HR-ESI-MS、UV、IR、1H-NMR、13C-NMR、DEPT、NOE差谱、1H-1H COSY、HMQC、HMBC)进行研究,结果阐明如Fig. 1所示。利用SRB法结合显微镜下检测细胞形态的方法,测试评价了1~7对人白血病细胞K562细胞的抗肿瘤活性,结果表明7个化合物均具有不同程度的抗肿瘤活性。
化合物1~7均为首次从滇谷木以及谷木属植物中分到。其中1为结构新颖的新化合物,该类骨架结构在天然产物中极为少见,同类骨架结构的天然产物迄今已报道的仅有一个。化合物3~5为A环上只有7-OH取代的黄酮类化合物,迄今从野牡丹科植物中尚未发现该类化合物,因此该取代类型的黄酮类化合物为本科植物中首次发现。另外,2~5的抗肿瘤活性也为本论文首次测试发现。
本文上述研究结果为进一步阐明滇谷木的活性成分、进而阐释其抗肿瘤的物质基础提供了一定的实验依据。
Memecylon polyanthum H. L. Li, belonging to the family Melastomataceae, grows mainly in Xishuangbanna area of Yunnan province, China. It has been used as a folk medicine to cure certain cancers by local people of China, but no research report had so far been seen on its chemical constituents and biologiacal activities. In our screening test, crude extract of M. polyanthum showed also antictumor activeity on mammalian cancer cells. Thus, a study on the antitumor constituents of M. polyanthum was undertaken in the present dissertation.
Pulverized dry-stems (4.5 kg) of M. polyanthum were extracted with 85% aqueous alcohol at room temperature. The aqueous alcohol solution obtained was evaporated under reduced pressure to remove alcohol and the remained water suspension (5 L) was extracted successively with the same volume of CHCl3 and EtOAc to obtain EtOAc extract (84.4 g).
The EtOAc extract (84 g) was separated by repeated column chromatography over polyamide, silica gel, Sephadex LH-20 and by preparative thin-layer chromatography on silica gel to obtain compounds 1-7. Structures of the compounds obtained were investigated by modern spectroscopy (ESI-MS, HR-ESI-MS, UV, IR, 1H-NMR, 13C-NMR, DEPT, difference NOE experiment, 1H-1H COSY, HMQC, HMBC and NOESY) to elucidate their structures as given in Fig. 1. The antitumor activity for 1-7 was assayed by the SRB method using human cancer K562 cells. All the compounds tested showed to a different extent the antiproliferative effect against K562 cells.
引文
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[7] 张喜平,田华,程琪辉. 黄芩苷的药理作用研究现状. 中国药理学通报,2003, 19(11): 1212-1215
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